The Gray Area with Sean Illing

The Gray Area with Sean Illing takes a philosophy-minded look at culture, technology, politics, and the world of ideas. Each week, we invite a guest to explore a question or topic that matters. From the the state of democracy, to the struggle with depression and anxiety, to the nature of identity in the digital age, each episode looks for nuance and honesty in the most important conversations of our time. New episodes drop every Monday. From the Vox Media Podcast Network.

Philosophy
Politics
News Commentary
1
It’s okay to not be okay
55 min
2
Forgiveness is optional
60 min
3
The pornification of everything
52 min
4
What counts as progress?
37 min
5
How to survive awkward encounters
53 min
6
Truth in an age of doublethink
48 min
7
The case against free will
55 min
8
What the climate story gets wrong
45 min
9
The Great Enshittening
44 min
10
America chose violence. Now what?
54 min
11
What's worth remembering?
55 min
12
Why TikTok matters
60 min
13
The sun will save us
43 min
14
How much free speech is too much?
50 min
15
Imagine there's no billionaires
How much money is too much?
50 min
16
America's lawyers vs. China's engineers
48 min
17
So, what exactly is the “New Right?”
A loose movement of radical intellectuals is driving American politics. 
48 min
18
America is losing big on sports betting
50 min
19
It’s time to get weird
57 min
20
What if humans went extinct next Friday?
56 min
21
Can college survive Trump?
54 min
22
Hopeful pessimism
48 min
23
If AI can do your classwork, why go to college?
51 min
24
Is Trump winning?
45 min
25
A right-wing economist makes his case
60 min